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Bobbi Althoff doesn’t think she handles awkward situations well—we’re here to prove her wrong (or right). 'The Really Good Podcast' host dives into confessions from Cosmo readers in this episode of “If It Were Me” and tells us how she would handle them. From turning down $5k a month to join a throuple (but $500k? That's another story) to debating dating a former boss (if he’s rich, why not?), Bobbi offers pretty solid advice and makes great points along the way. Plus, she explains why "crazy exes" don't just start out crazy and what she'd do if she accidentally sexted her family—spoiler alert: she'd change families immediately.

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Category

People
Transcript
00:00I'm just digging myself in deep right now.
00:02I'm not crazy, and no female ever is.
00:06They're justified.
00:08Hi, I'm Bobbie Hiltoff.
00:09This is If It Were Me.
00:14Today, I'm going through real-life Cosmo confesses from readers
00:17and telling you guys how I would handle them.
00:19I don't really handle any awkward situation well.
00:22I just talk a lot and embarrass myself, so here we go.
00:28After hours.
00:29My former boss and I have stayed in touch
00:30since I left the company.
00:32Our conversations have taken a steamy turn,
00:34and he invited me to visit his office after hours.
00:37Should I go and risk running into my old co-workers?
00:42I feel like there's no risk.
00:43It's after hours, isn't it?
00:45I think she should go.
00:48Why not?
00:48Do we not?
00:49You guys don't.
00:50You guys look like she shouldn't go.
00:51What type of company is it?
00:53Are we talking like a corporate job?
00:56He's rich.
00:56He's the CEO.
00:59She should go.
01:00Maybe he's good-looking.
01:01I assume he's good-looking, or they wouldn't stay in touch.
01:05That's not true.
01:06You don't stay in touch only if someone's good-looking, but...
01:09I think they'll understand if they run into you.
01:12They'll be like, yeah, I would do it too.
01:15Managing expectations.
01:16After breaking up with my girlfriend,
01:18her best friend began sending me flirty texts
01:20admitting she's had a crush on me for a while.
01:22I'm into her, but don't want to piss off my ex.
01:25How do I respond?
01:27You can't date.
01:28No, you don't respond.
01:30You can't date your ex-girlfriend's best friend.
01:34It might even be illegal.
01:36So yeah, I would just leave that alone and be like,
01:40she'll feel weird about that if he doesn't reply.
01:43And I think that's enough.
01:45The billion-dollar question.
01:46My friend is married to a billionaire,
01:49and recently they offered me $5,000 per month to date them.
01:53Do I put off my own happy ending to give them theirs?
01:57Well, $5,000 per month, that's not enough.
02:00That's not enough.
02:00No, don't put off.
02:02That's not enough to date them.
02:04I thought it said 500,000 when I was looking back.
02:07That would be enough per month.
02:10He's a billionaire.
02:12You think he wants to date?
02:14Yeah, I don't know.
02:15It's her friend.
02:17Do her a solid.
02:17Give her 500,000.
02:19Why are they paying her?
02:20Like, they don't...
02:21She obviously doesn't want to do this.
02:23That's weird.
02:24It's not weird.
02:25I don't want to judge your situation.
02:26Um, that's a little bit weird, you know?
02:30But if you're gonna do it, just do it for a year.
02:34Then you don't have to ruin your life and you got their money.
02:37Is three a crowd?
02:39After talking about our vanilla sex lives,
02:41my friend and I created a joint Hinge account.
02:43We matched with a guy who was down for a threesome,
02:46but now I'm worried it might ruin our friendship.
02:48Do I do it for the plot?
02:50That seems like a crazy jump.
02:52There's other things you could try before.
02:54I don't think it goes from vanilla sex
02:56to Hinge dating threesome.
02:59That could be dangerous.
03:01What if this guy's weird?
03:03You're just gonna meet up with him and have a threesome?
03:05But I think that if they did it, they could still be friends after.
03:08It's just gonna be something to talk about forever.
03:11The rogue sexed.
03:12I took a sexy video of myself for my boyfriend,
03:15but I was too proud of my work and hit send too quickly.
03:18I accidentally texted it to my aunt instead.
03:21How do I come back from this?
03:23Oh no, but I don't think you can come back from this one.
03:27I was thinking about it and it's, um,
03:29you just, that's, that's, you have to change families.
03:32You're done?
03:33I could never see her again.
03:37You can't go to Thanksgiving on that note?
03:39No.
03:39Maybe lean into it fully.
03:41Just start posting that online.
03:42Start sending a lot.
03:43Send some to your other aunts.
03:49What do you think?
03:50Should I send this to my boyfriend?
03:52Just, um, I would just really not say you were embarrassed.
03:56Maybe if she's wearing like a bra and underwear,
03:58you could maybe say, like, what do you think about this set?
04:02I don't know.
04:04The crazy ex.
04:05I was on a first date with a guy
04:07and I asked about his last relationship.
04:09He then launched into a long rant about his crazy ex,
04:12even calling her Satan.
04:14Should I see him again or take this as a sign
04:16to run in the opposite direction?
04:18Yeah, I think that anyone who has a crazy ex
04:22made her crazy.
04:23Don't talk about how crazy your ex was.
04:27I feel like most girls take that as a sign that it was you.
04:31So it's not giving what you think that it's giving.
04:33It's doing the opposite.
04:34It's like when my kids tell me stories.
04:36I have to ask for context, you know?
04:38Like, give me context.
04:39Gentle parent him into giving you more,
04:42more context about what he did to make her crazy.
04:48I sound like a crazy person.
04:49I'm not.
04:50I'm not.
04:51I'm not.
04:51I'm not.
04:52I'm not.
04:52I'm not.
04:53I sound like I have been, huh?
04:54Not me, because I'm not crazy.
04:56I'm just kind of digging myself in deep right now.
05:00I'm not crazy.
05:02No female.
05:04They're justified.
05:06A literal filthy fantasy.
05:08After proudly telling my boyfriend that I'd try one of his sexual fantasies,
05:13he disclosed his fetish of public bathroom sex.
05:16I'm a serious germaphobe.
05:18How do I get out of this?
05:19I feel like this is pretty simple.
05:21I'll just say no.
05:22It's crazy.
05:23Do you know how many germs are in a bathroom?
05:27A public bathroom?
05:28Ew.
05:31No, would you entertain that thought?
05:39Maybe one.
05:40There's no day.
05:42There's no day.
05:43This is disgusting.
05:44You're, but you would do that.
05:46So it's not for, my answer does not apply to everyone.
05:49Because if he's your boyfriend, he'll be into it.
05:52You can do it though.
05:53I'm not going to judge you.
05:54This is just my answer.
05:58It might be for someone, so.
06:00Thanks so much for watching.
06:02Follow me on Instagram at LexUTay.
06:07That's my sister.
06:08She needs more Instagram followers, but I'm okay though.

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